Sodium Hydroxide → HCID 11116823, compound

HRID 391276Notes

Reaction equation

HRID 391276 reaction equation
C[O:2][C:3]([C:5]1[CH2:11][CH2:10][O:9][C:8]2[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>CO>[O:9]1[CH2:10][CH2:11][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]1=2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22947791HCID 22947791, compound

Product 1

HCID 11116823HCID 11116823, compoundYield 109.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,3-Dihydro-benzo[b]oxepine-4-carboxylic acid methyl ester (2.4 mmol) was dissolved in methanol. 5 ml of 2 mol/l sodiumhydroxide was added and the solution was stirred for two hours. The solvent was removed in vacuo. 2 mol/l hydrochloric acid were added and the solvent again removed in vacuo. The residue was extracted by diethylether. Evaporation of the solvent yielded 0.5 g of 2,3-Dihydro-benzo[b]oxepine-4-carboxylic acid. LC-MS: 1.8 min, 191.2 (MH+)

Workup

  1. customThe solvent was removed in vacuo
  2. addition2 mol/l hydrochloric acid were added
  3. customthe solvent again removed in vacuo
  4. extractionThe residue was extracted by diethylether
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-e39c558b99c74a5d9ca04bebdda430c4
Source dataset
uspto-grants-2013_02
Patent number
US08383838B2

Reaction notes

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